(R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:(R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-tetrahydro-pyran-4-yl ester
CAS No.:173465-70-8
Molecular Formula:C₅₉H₈₅NO₁₀
Molecular Weight:968.325
Hs Code.:

(R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-tetrahydro-pyran-4-yl ester

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Chemical Property of (R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-tetrahydro-pyran-4-yl ester

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Technology Process of (R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-tetrahydro-pyran-4-yl ester

There total 2 articles about (R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-tetrahydro-pyran-4-yl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

: (R)-3-Tetradecanoyloxy-tetradecanoic acid (4aR,6S,7R,8R,8aS)-6-allyloxy-7-(9H-fluoren-9-ylmethoxycarbonylamino)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 173465-70-8
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-tetrahydro-pyran-4-yl ester

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride;
DOI:10.1016/0040-4039(95)01863-D

Reference yield:

: allyl 4,6-O-benzylidene-2-deoxy-2-(Fmoc-amino)-α-D-glucopyranoside

: 173465-70-8
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / DCC, DMAP

2: 91 percent / NaBH₃CN, HCl

With hydrogenchloride; dmap; sodium cyanoborohydride; dicyclohexyl-carbodiimide;
DOI:10.1016/0040-4039(95)01863-D

Reference yield:

: 173465-70-8
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-tetrahydro-pyran-4-yl ester

: (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-2-benzyloxymethyl-5-(9H-fluoren-9-ylmethoxycarbonylamino)-6-hydroxy-3-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2.) mCPBA / 1.) tetrazole

2: 91 percent / 1.) Ir complex; 2.) I₂/H₂O

With water; iodine; 3-chloro-benzenecarboperoxoic acid; iridium;
DOI:10.1016/0040-4039(95)01863-D